One of the virulent gram-negative periodontopathogenic bacterium causing periodontitis is Tanerella forsythia, which is also a part of the red complex. Karilysin, recently identified potent virulent factor of T.forsythia acts by deactivation of complement system and also development of resistance against the antimicrobial peptide LL-37, thereby making T. forsythia viable in the sub-gingival plaque. So based on these, it has been aimed that the development of a strategy to block the Karilysin by a novel compound can potentially help in the prevention and treatment of periodontitis. The three dimensional structure of Karilysin was retrieved from RCSB database. A total of 500 ligands in 2D format were generated from the basic structure of kaempferol with the help of software ACD chemsketch. Rapid virtual screenings of these compounds were performed in the docking tool iGEMDOCK v2.0. The molecular docking of ligands was performed using Auto Dock 4.0 software. In the present study, 5-hydroxy-2- (4-hydroxyphenyl)-3-methylquinolin-4(1H)-one has been found to have very good inhibitory property based on molecular docking study. Further the compound shows a good ADMET properties based on studies in OSIRIS. Hence it is concluded that 5-hydroxy-2-(4-hydroxyphenyl)-3-methylquinolin-4(1H)-one is an excellent drug candidate in the prevention and treatment of periodontitis.